(2S,3R,4S,5S,6R)-2-[4-(1-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: b6ea895d-8f06-4285-b1b2-bec87a94b750
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-(1-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): CC(C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C14H20O7/c1-7(16)8-2-4-9(5-3-8)20-14-13(19)12(18)11(17)10(6-15)21-14/h2-5,7,10-19H,6H2,1H3/t7?,10-,11-,12+,13-,14-/m1/s1
• InChI Key: JUGNSCDMIZVJCB-DELNEQSJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₇
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.12090297 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.08
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8305	83.05%
Caco-2	-	0.7933	79.33%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7167	71.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9387	93.87%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9358	93.58%
P-glycoprotein inhibitior	-	0.9354	93.54%
P-glycoprotein substrate	-	0.9490	94.90%
CYP3A4 substrate	-	0.5854	58.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8250	82.50%
CYP3A4 inhibition	-	0.8979	89.79%
CYP2C9 inhibition	-	0.8918	89.18%
CYP2C19 inhibition	-	0.9148	91.48%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.9283	92.83%
CYP2C8 inhibition	-	0.9452	94.52%
CYP inhibitory promiscuity	-	0.6731	67.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6437	64.37%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9349	93.49%
Skin irritation	-	0.8449	84.49%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6091	60.91%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.7892	78.92%
Acute Oral Toxicity (c)	III	0.7517	75.17%
Estrogen receptor binding	-	0.7824	78.24%
Androgen receptor binding	-	0.6486	64.86%
Thyroid receptor binding	+	0.5364	53.64%
Glucocorticoid receptor binding	-	0.5470	54.70%
Aromatase binding	-	0.6434	64.34%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8707	87.07%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7850	78.50%
Fish aquatic toxicity	-	0.5188	51.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.58%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.74%	94.73%
CHEMBL4208	P20618	Proteasome component C5	89.51%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.67%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.16%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.07%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	84.62%	95.93%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.15%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.15%	86.92%

Plants that contains it

• Nandina domestica
• Panax ginseng

Cross-Links

• PubChem: 11972362
• NPASS: NPC64839